Snoopy Jail Break-In, 2010
If we were going to break into a jail – wait, we’d never break into a jail. That’s the last place we’d ever want to break into. But one British yob tried to crack his way into the Albany Isle of Wight prison site in a full Snoopy costume. Waving a pistol and accompanied by a sidekick (not dressed as Woodstock, unfortunately), Snoopy tried to smash down a staff door leading into the prison. When guards arrived, he fled (because the gun was a water pistol) and started throwing chunks of concrete at the jail walls before being arrested. The kicker? The person he was trying to free wasn’t even at that jail.